2-(1,4-diazabicyclo[2.2.2]octan-1-ium-1-yl)acetate compound with 3,4-dihydroxycyclobut-3-ene-1,2-dione (1:1) | 1370553-18-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并吡嗪类
• 英文名称: 2-(1,4-diazabicyclo[2.2.2]octan-1-ium-1-yl)acetate compound with 3,4-dihydroxycyclobut-3-ene-1,2-dione (1:1)
• CAS: 1370553-18-6
• 化学式: C₄H₂O₄*C₈H₁₄N₂O₂
• 分子量: 284.269
• InChiKey: XJUJOJHECMCOHL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.42
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  117.97
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  1-carboxymethyl-1,4-diazabicyclo[2.2.2]octane inner salt 、 方酸 以 甲醇 、 水 为溶剂， 生成 2-(1,4-diazabicyclo[2.2.2]octan-1-ium-1-yl)acetate compound with 3,4-dihydroxycyclobut-3-ene-1,2-dione (1:1)
  参考文献：
  名称：

  Interactions of squaric acid with DABCO mono-betaine: Structural, spectroscopic and calculation studies

  摘要：

  The 1:1 complex of squaric acid (3,4-dihydroxy-3-cyclobutene-1,2-dion) with DABCO mono-betaine (1-carboxymethyl-1,4-diazabicyclo[2.2.2]octane inner salt), 1, has been characterized by single-crystal X-ray analysis, FTIR and NMR spectroscopies and by DFT calculations. The crystal of 1 is triclinic, space group P (1) over bar. Short COOH center dot center dot center dot O and N-H center dot center dot center dot O hydrogen bonds of 2.445(2) and 2.582(2) angstrom. respectively, link the diprotonated DABCO mono-betaine dications and squarate dianions into chain. The structure is additionally stabilized by the N+center dot center dot center dot O electrostatic interactions and weak C-H center dot center dot center dot O hydrogen bonds. The FTIR spectrum shows two broad absorptions in the 3000-2000 cm(-1) region assigned to the nu N-H center dot center dot center dot O vibration and in the 1900-500 cm(-1) region attributed to the nu(OHO) and gamma(OHO) vibrations of the short hydrogen bonds. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2011.12.041